Sugar Daddy Date - true story

Disclaimer: This is a true story of something that happened to me, it is not like some of my stories because it is TRUE and not fiction…

“You are the craziest bitch I’ve ever met…” my best friend whispered to me on the beach as I told her something I had kept a secret for months…

A year ago I started college at a major university and when my bills exceeded my financial aid I didn’t know what to do. I had saved up over $1,000 from working a shitty job and now the loans, scholarships, and grants weren’t going to cover everything. I had to use my imagination… had to think of some way to get money fast. I had always read about those sugar daddy sites where college girls could meet wealthy older men and make easy money. In my head it made perfect sense… I LOVE older men… I need the money… what could go wrong?

I had been talking to this guy, Michael, for a few months through text and email. He had wanted to meet me immediately but when he started talking about a hotel room because it was such a long drive… I backed out. I still continued talking to him though. He was 50 something, living in Florida, and wealthy because he had a good job without a wife or kids. He reminded me of the high school athlete who never settled down. I held back my personality and tried to keep sexual things to a minimum since I would have to meet him face to face… but one night we started chatting about his muscle relaxers for his back. He said he would let me take one because it relaxes all your muscles… he knew I was a virgin. One thing led to another and he asked me what turns me on… It was the question I tried to avoid, the TOPIC I tried to avoid but I couldn’t NOT answer it. I was as vague as possible, “I like it when the guy takes control.” And oh my gosh did he take it from there… I never saw that man type so much in months! “Control? What kind of control? Do you like being told what to do? Taken? Forced?” and he went on to give me examples… “Spanking you if you’re a bad girl, forcing you to masturbate in front of me, having you spread your legs and me inspect you, pinning you down, making you lick me dry with your tongue when I step out of the shower, having you on all fours on the bed as I creep up behind you… you not knowing what I will do.” And I was liking his examples… he basically mentioned everything short of bondage… but I still had a pit in my stomach with worry. I wanted to do those things – yes. However, I didn’t want to do them the first day I met someone! This had been my worry all along, that the man would want to fuck me ASAP and all I want is a little time.

So I ignored my worries and agreed to meet him shortly after that conversation. We were going to meet halfway and have lunch, JUST to meet each other. I had made a rule with myself beforehand, no sex, no hotel room, no drinking. Even if I liked him I would make him wait, even I wanted sex I would make him wait.

So I pulled up to the restaurant and texted him, nervous as all hell! He texted me to say he found a better place and it was across the street… warning sign #1 NEVER change location, but I went anyway. I drove to the other place, got out of car, and walked up to the front of the Italian place. I saw his jaguar pull in, I had seen it in pictures before. My stomach was in knots as he walked up, I pretended to be texting someone because I couldn’t make myself look at him until he was right in front of me.  

He immediately commented on how nervous I looked. I can only imagine I looked like a scared, timid little girl. “Just relax…” He took my hands and tried to soothe me but I couldn’t relax the whole time we sat there. Every time I see white pizza I think about our “date”. We sat in the restaurant and chatted about things for maybe an hour or two but my mind kept drifting back to our conversation. I wondered if instead of asking me about school if he was really thinking about forcing me to suck his cock, or spanking me. I took out a pack of gum after we finished eating and when he asked for a piece I knew it was because he was thinking about kissing me. We got up to leave and my nerves were on high drive! He walked me to my car and I could feel his eyes on my ass as I leaned in to put my purse away before turning back to him.

He came closer to me I started tensing up, knowing he was about to kiss me. He leaned in and as soon as I felt his wet lips cover mine I started laughing! I was so nervous I laughed! He pulled away and said, “Okay… that has literally never happened to me before.” And I apologized, told him again how nervous I was with this being my first kiss and all… He leaned in again and this time I didn’t laugh but I wasn’t into it either. The second his lips connected with mine he stuck his tongue into my mouth which surprised me. I tried to pull my head back only to find one of his hands holding my head in place. The other was on my lower back, pulling my body closer to his. His hand started massaging my lower back as he kissed me. My mind was spinning in circles; my heart beat was so fast I LITERALLY thought he would hear it! I still couldn’t relax, and looking back on it I think he might have enjoyed my struggle, knowing he had an effect on me. His hand left my lower back and slowly moved up my side until he started kneading my breast through my shirt. At this point I was trying to pull back again but he held my face in place and I was backed up as far as I could go now… him in front of me and my car behind me. He pulled away from me and I could finally breath again until his hand reached behind me and started groping my ass through my jeans. Just a few nights before I had told him I liked when a man took control and he was definitely doing that! The only problem is I wasn’t relaxed, or into it! I had just had my first kiss and here he was feeling me up, breasts, ass, everything except slipping his hand in my pants!

He started kissing me again, pushing his tongue into my mouth and sucking on my tongue – hard. He was very aggressive with his kisses, very pushy. His hands were roaming my body again, squeezing my breasts and occasionally smacking my ass. I just closed my eyes and let him do it, because I was far too nervous and shy to say no. He pulled away again and asked me, “So… do you want to go somewhere for a little while?” and I said no because it was the first meeting. He grabbed my ass again and pulled me closer, sucking my lips into his mouth roughly. “You know you can do foreplay for hours and not have sex…” He was still trying to push me, convince me to go somewhere with him but I refused again and again. Eventually he realized I was firm on my decision to not go anywhere with him and gave me a few more tongue and gropes and we parted ways. I’m not sure if he knew it was the last he would see me and THAT’S why he was so rough, maybe thinking, “Well I’m going to get as much as I can out of her before I leave…” or if he was just trying to be the dominate male. I’m still not sure. When he contacted me again he told me I was a great kisser and wanted to meet up again – this time in a hotel room. I made an excuse that my life was getting busy and I didn’t think I’d be able to maintain an arrangement with him. He got the message and hasn’t contacted me since…

Sometimes I think back to that day and think I really dodged a bullet. If he was so rough and aggressive with me in public on a first date… can’t imagine what he would have done in a hotel room… He obviously didn’t pick up, or care, that I was uncomfortable and trying to pull back the whole time so I wonder what would he have done if I told him no. Would he have pushed me like he did before? He obviously wanted to fuck me right there, right now so in a private hotel room… What if I was under him and said, “Ouch it hurts, I don’t want to do this anymore.” Quite a dangerous situation I think.

And then other times my little rape fantasist mind tells me I should give him a call once I’m no longer a virgin… getting paid weekly to get raped and rough fucked… 

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